(3S,4S,5R)-5-[(1R,2R)-1,2-dihydroxy-2-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]propyl]-4-ethyl-3-methyloxolan-2-one

Details

• Internal ID: 060d220c-2b12-444d-b8c4-0658504456dc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
• IUPAC Name: (3S,4S,5R)-5-[(1R,2R)-1,2-dihydroxy-2-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]propyl]-4-ethyl-3-methyloxolan-2-one
• SMILES (Canonical): CCC1C(C(=O)OC1C(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O)C
• SMILES (Isomeric): CC[C@H]1[C@@H](C(=O)O[C@H]1[C@H]([C@@](C)([C@H]2CC[C@@]3([C@@]2(CC[C@H]4C3=CC(=O)[C@H]5[C@@]4(C[C@@H]([C@@H](C5)O)O)C)C)O)O)O)C
• InChI: InChI=1S/C29H44O8/c1-6-15-14(2)25(34)37-23(15)24(33)28(5,35)22-8-10-29(36)17-11-19(30)18-12-20(31)21(32)13-26(18,3)16(17)7-9-27(22,29)4/h11,14-16,18,20-24,31-33,35-36H,6-10,12-13H2,1-5H3/t14-,15-,16-,18-,20+,21-,22-,23+,24+,26+,27+,28+,29+/m0/s1
• InChI Key: QHMFBDXCUNQLMU-HLLMZMHMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄O₈
• Molecular Weight: 520.70 g/mol
• Exact Mass: 520.30361836 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 1.20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.75%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.57%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.32%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.29%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.60%	96.61%
CHEMBL2581	P07339	Cathepsin D	90.05%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.20%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.44%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.28%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.18%	95.56%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	86.83%	94.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.43%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.71%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.49%	91.07%
CHEMBL1871	P10275	Androgen Receptor	84.19%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.64%	95.89%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.47%	96.37%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.19%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	80.74%	90.17%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	80.64%	95.27%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.61%	95.71%

Plants that contains it

• Ajuga reptans

Cross-Links

• PubChem: 44140280
• LOTUS: LTS0074088
• wikiData: Q105221019